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Record Information
Version2.0
Created at2022-03-17 20:28:53 UTC
Updated at2022-03-17 20:28:53 UTC
NP-MRD IDNP0046746
Secondary Accession NumbersNone
Natural Product Identification
Common NamePectolinarigenin
Description
Structure
Thumb
Synonyms
Chemical FormulaC17H14O6
Average Mass314.2895 Da
Monoisotopic Mass314.07904 Da
IUPAC Name5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Traditional Namepectolinarigenin
CAS Registry Number520-12-7
SMILES
COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C(OC)=C(O)C=C2O1
InChI Identifier
InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)13-7-11(18)15-14(23-13)8-12(19)17(22-2)16(15)20/h3-8,19-20H,1-2H3
InChI KeyGPQLHGCIAUEJQK-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent6-O-methylated flavonoids
Alternative Parents
Substituents
  • 4p-methoxyflavonoid-skeleton
  • 6-methoxyflavonoid-skeleton
  • Hydroxyflavonoid
  • Flavone
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Anisole
  • Phenol ether
  • Phenoxy compound
  • Methoxybenzene
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Pyranone
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.27ALOGPS
logP2.69ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)7.1ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area85.22 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity83.86 m³·mol⁻¹ChemAxon
Polarizability31.98 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0128589
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB007002
KNApSAcK IDC00003838
Chemspider IDNot Available
KEGG Compound IDC17784
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5320438
PDB IDNot Available
ChEBI ID81336
Good Scents IDNot Available
References
General References
  1. Uehara A, Akiyama S, Iwashina T: Foliar flavonoids from Tanacetum vulgare var. boreale and their geographical variation. Nat Prod Commun. 2015 Mar;10(3):403-5. [PubMed:25924515 ]
  2. Sujatha P, Sreekanth G, Khasim S, Adavi Rao BV, Ravi Kumar B, Appa Rao AV: Flavonoids of Dikamali: A phytochemical reinvestigation. Nat Prod Res. 2013 Oct;27(20):1930-2. doi: 10.1080/14786419.2013.782494. Epub 2013 Mar 28. [PubMed:23537094 ]
  3. Zhang Z, Jia P, Zhang X, Zhang Q, Yang H, Shi H, Zhang L: LC-MS/MS determination and pharmacokinetic study of seven flavonoids in rat plasma after oral administration of Cirsium japonicum DC. extract. J Ethnopharmacol. 2014 Dec 2;158 Pt A:66-75. doi: 10.1016/j.jep.2014.10.022. Epub 2014 Oct 23. [PubMed:25456423 ]